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Sodium Carbonate → Methyl 5-bromo-2-isopropylpyrimidine-4-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 5-Bromo-2-(propan-2-yl)pyrimidine-4-carboxylic acid | HCID 67299898 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 5-bromo-2-isopropylpyrimidine-4-carboxylate | HCID 67299889 | 94% |
反応手順
To a stirred, cooled (0° C.) solution of 5-bromo-2-isopropyl-pyrimidine-4-carboxylic acid (3 g, 12.2 mmol) in methanol (50 ml) under an argon atmosphere was added dropwise thionyl chloride (4.37 g, 2.68 ml, 36.7 mmol). When the addition was complete, the mixture was allowed to warm to rt and stirring at rt was continued for 17 h. The orange mixture was concentrated to leave a paste which was taken up in EtOAc (50 ml)/saturated aqueous Na2CO3 solution (50 ml). The aqueous phase was extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over MgSO4, filtered and concentrated to leave the product (2.98 g, 94%) as a light brown oil which was used in the next reaction step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08703768B2 |
| 出典データセット | uspto-grants-2014_04 |
| ORD ID | ord-5eb60c53473640b292f8377ed61fd246 |
| 出典メモ | uspto-grants-2014_04 |